Metallation of sensitive fluoroarenes using a potassium TMP-zincate supported by a silyl(bis)amido ligand

Mastropierro, Pasquale and Kennedy, Alan R. and Hevia, Eva (2022) Metallation of sensitive fluoroarenes using a potassium TMP-zincate supported by a silyl(bis)amido ligand. Chemical Communications, 58 (34). pp. 5292-5295. ISSN 1359-7345 (https://doi.org/10.1039/d2cc00979j)

[thumbnail of Mastropierro-etal-CC-2022-Metallation-of-sensitive-fluoroarenes-using-a-potassium-TMP-zincate]
Preview
 Text. Filename: Mastropierro_etal_CC_2022_Metallation_of_sensitive_fluoroarenes_using_a_potassium_TMP_zincate.pdf
Final Published Version
License: Creative Commons Attribution-NonCommercial 4.0 logo
Download (2MB)| Preview

Abstract

Combining a bulky bis(amide) and a reactive one-coordinate TMP (2,2,6,6-tetramethylpiperidide) ligand, a new mixed K/Zn heteroleptic base has been developed for regioselective zincation of fluoroarenes. This special ligand set allows for trapping and structural authentication of the first intermediates of direct Zn-H exchange of fluoroarenes obtained via deprotonative metallation, providing mechanistic insights of the processes involved.

ORCID iDs

Mastropierro, Pasquale, Kennedy, Alan R. ORCID logoORCID: https://orcid.org/0000-0003-3652-6015 and Hevia, Eva;
CORE (COnnecting REpositories)